title: Chiral discrimination of ammonium neurotransmitters by C₃-symmetric enantiopure hemicryptophane hosts.
abstract: Enantiopure hemicryptophanes efficiently discriminate chiral ammonium neurotransmitters. The ephedrine and norephedrine molecules associate with hemicryptophane hosts to form 1:1 and 1:2 host-guest complexes. Binding constants are determined by fitting the ¹H nuclear magnetic resonance (NMR) titration curves to give β₁ and β₂ values, which are used to characterize the diastereomeric and enantiomeric discriminating potentials of the hosts.
authors.affiliation: Laboratoire de Chimie, CNRS, Université de Lyon, École Normale Supérieure de Lyon, Lyon, France.
authors.forename: Aline
authors.initials: A
authors.lastname: Schmitt
authors.forename: Bastien
authors.initials: B
authors.lastname: Chatelet
authors.forename: Solène
authors.initials: S
authors.lastname: Collin
authors.forename: Jean-Pierre
authors.initials: JP
authors.lastname: Dutasta
authors.forename: Alexandre
authors.initials: A
authors.lastname: Martinez
mesh_terms: D064751:Ammonium Compounds / Q000737:chemistry; D004809:Ephedrine / Q000032:analysis / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D015394:Molecular Structure; D018377:Neurotransmitter Agents / Q000737:chemistry*; D011083:Polycyclic Compounds / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D064751:Ammonium Compounds; D018377:Neurotransmitter Agents; D011083:Polycyclic Compounds; C523242:cryptophane; D004809:Ephedrine
keywords: chiral recognition; enantioselective discrimination; hemicryptophane; host-guest complexes; neurotransmitter; supramolecular chemistry